NL1004599C2 - Boraat-fotoinitiatoren uit monoboranen. - Google Patents

Info

Publication number

NL1004599C2

NL1004599C2 NL1004599A NL1004599A NL1004599C2 NL 1004599 C2 NL1004599 C2 NL 1004599C2 NL 1004599 A NL1004599 A NL 1004599A NL 1004599 A NL1004599 A NL 1004599A NL 1004599 C2 NL1004599 C2 NL 1004599C2

Authority

NL

Netherlands

Prior art keywords

alkyl

phenyl

substituted

groups

unsubstituted

Prior art date

1995-11-24

Links

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• Global Dossier
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• BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 title claims description 21
• -1 2,6- bis (trifluoromethyl) phenyl Chemical group 0.000 claims description 205
• 125000000217 alkyl group Chemical group 0.000 claims description 177
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 173
• 239000000203 mixture Substances 0.000 claims description 157
• 150000001875 compounds Chemical class 0.000 claims description 150
• 229910052736 halogen Inorganic materials 0.000 claims description 76
• 150000002367 halogens Chemical class 0.000 claims description 63
• CIDSGDKXNGKZIH-UHFFFAOYSA-N 4-N-(1-tert-butylsulfonyl-2,3-dihydroindol-6-yl)-2-N-[3-fluoro-4-(1-methylpiperidin-4-yl)phenyl]-5-methylpyrimidine-2,4-diamine Chemical compound C(C)(C)(C)S(=O)(=O)N1CCC2=CC=C(C=C12)NC1=NC(=NC=C1C)NC1=CC(=C(C=C1)C1CCN(CC1)C)F CIDSGDKXNGKZIH-UHFFFAOYSA-N 0.000 claims description 51
• 238000000576 coating method Methods 0.000 claims description 47
• 238000000034 method Methods 0.000 claims description 47
• 229910052740 iodine Inorganic materials 0.000 claims description 46
• 239000003999 initiator Substances 0.000 claims description 44
• 125000003118 aryl group Chemical group 0.000 claims description 36
• 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 35
• 239000011248 coating agent Substances 0.000 claims description 25
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 23
• 229920000642 polymer Polymers 0.000 claims description 23
• 239000000758 substrate Substances 0.000 claims description 23
• 125000005843 halogen group Chemical group 0.000 claims description 20
• 229910052751 metal Inorganic materials 0.000 claims description 20
• 239000002184 metal Substances 0.000 claims description 20
• 229910052739 hydrogen Inorganic materials 0.000 claims description 18
• 239000000463 material Substances 0.000 claims description 18
• 239000000843 powder Substances 0.000 claims description 18
• 125000003545 alkoxy group Chemical group 0.000 claims description 17
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 16
• QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 15
• 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 15
• 102200059794 rs587777021 Human genes 0.000 claims description 15
• 239000002904 solvent Substances 0.000 claims description 15
• 125000002029 aromatic hydrocarbon group Chemical class 0.000 claims description 14
• 150000002500 ions Chemical class 0.000 claims description 14
• 238000004519 manufacturing process Methods 0.000 claims description 14
• 239000000654 additive Substances 0.000 claims description 13
• 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 13
• 125000002091 cationic group Chemical group 0.000 claims description 13
• 239000001257 hydrogen Substances 0.000 claims description 13
• 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 13
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 11
• OARRHUQTFTUEOS-UHFFFAOYSA-N safranin Chemical compound [Cl-].C=12C=C(N)C(C)=CC2=NC2=CC(C)=C(N)C=C2[N+]=1C1=CC=CC=C1 OARRHUQTFTUEOS-UHFFFAOYSA-N 0.000 claims description 11
• 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 10
• 150000001768 cations Chemical class 0.000 claims description 10
• 238000007639 printing Methods 0.000 claims description 10
• 230000008569 process Effects 0.000 claims description 10
• 229910052717 sulfur Inorganic materials 0.000 claims description 10
• 125000005842 heteroatom Chemical group 0.000 claims description 9
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 9
• 230000003287 optical effect Effects 0.000 claims description 9
• 238000012360 testing method Methods 0.000 claims description 9
• UQRONKZLYKUEMO-UHFFFAOYSA-N 4-methyl-1-(2,4,6-trimethylphenyl)pent-4-en-2-one Chemical group CC(=C)CC(=O)Cc1c(C)cc(C)cc1C UQRONKZLYKUEMO-UHFFFAOYSA-N 0.000 claims description 8
• 235000010290 biphenyl Nutrition 0.000 claims description 8
• 239000004305 biphenyl Chemical class 0.000 claims description 8
• XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 claims description 8
• 229920006395 saturated elastomer Polymers 0.000 claims description 8
• QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 claims description 8
• YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 claims description 8
• 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims description 7
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 7
• RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 7
• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 7
• 239000006096 absorbing agent Substances 0.000 claims description 7
• 239000012965 benzophenone Substances 0.000 claims description 7
• 229910052799 carbon Inorganic materials 0.000 claims description 7
• 239000002131 composite material Substances 0.000 claims description 7
• 230000007935 neutral effect Effects 0.000 claims description 7
• 125000004434 sulfur atom Chemical group 0.000 claims description 7
• 125000000129 anionic group Chemical group 0.000 claims description 6
• 125000004957 naphthylene group Chemical group 0.000 claims description 6
• 125000006755 (C2-C20) alkyl group Chemical group 0.000 claims description 5
• YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical compound C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 claims description 5
• XJKSTNDFUHDPQJ-UHFFFAOYSA-N 1,4-diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=C(C=2C=CC=CC=2)C=C1 XJKSTNDFUHDPQJ-UHFFFAOYSA-N 0.000 claims description 5
• 125000001622 2-naphthyl group Chemical class [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 5
• 125000003342 alkenyl group Chemical group 0.000 claims description 5
• RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 5
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
• 239000000835 fiber Substances 0.000 claims description 5
• 239000012949 free radical photoinitiator Substances 0.000 claims description 5
• 125000000623 heterocyclic group Chemical group 0.000 claims description 5
• 125000005956 isoquinolyl group Chemical group 0.000 claims description 5
• 230000003647 oxidation Effects 0.000 claims description 5
• 238000007254 oxidation reaction Methods 0.000 claims description 5
• 229930184652 p-Terphenyl Natural products 0.000 claims description 5
• 230000000737 periodic effect Effects 0.000 claims description 5
• 125000005561 phenanthryl group Chemical group 0.000 claims description 5
• 125000001725 pyrenyl group Chemical group 0.000 claims description 5
• 125000005493 quinolyl group Chemical group 0.000 claims description 5
• 238000007650 screen-printing Methods 0.000 claims description 5
• 238000012719 thermal polymerization Methods 0.000 claims description 5
• 150000004056 anthraquinones Chemical class 0.000 claims description 4
• ZDZHCHYQNPQSGG-UHFFFAOYSA-N binaphthyl group Chemical group C1(=CC=CC2=CC=CC=C12)C1=CC=CC2=CC=CC=C12 ZDZHCHYQNPQSGG-UHFFFAOYSA-N 0.000 claims description 4
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 4
• 150000002576 ketones Chemical class 0.000 claims description 4
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
• 125000001624 naphthyl group Chemical class 0.000 claims description 4
• 125000004923 naphthylmethyl group Chemical group C1(=CC=CC2=CC=CC=C12)C* 0.000 claims description 4
• 239000003505 polymerization initiator Substances 0.000 claims description 4
• JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 claims description 4
• 244000028419 Styrax benzoin Species 0.000 claims description 3
• 235000000126 Styrax benzoin Nutrition 0.000 claims description 3
• 235000008411 Sumatra benzointree Nutrition 0.000 claims description 3
• 239000000853 adhesive Substances 0.000 claims description 3
• 230000001070 adhesive effect Effects 0.000 claims description 3
• 125000002947 alkylene group Chemical group 0.000 claims description 3
• PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 3
• 229960002130 benzoin Drugs 0.000 claims description 3
• ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 3
• 235000019382 gum benzoic Nutrition 0.000 claims description 3
• 150000008282 halocarbons Chemical class 0.000 claims description 3
• 150000004010 onium ions Chemical class 0.000 claims description 3
• 229910052760 oxygen Inorganic materials 0.000 claims description 3
• SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 3
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
• ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 2
• 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 2
• 230000000996 additive effect Effects 0.000 claims description 2
• 229910052796 boron Inorganic materials 0.000 claims description 2
• PESYEWKSBIWTAK-UHFFFAOYSA-N cyclopenta-1,3-diene;titanium(2+) Chemical compound [Ti+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 PESYEWKSBIWTAK-UHFFFAOYSA-N 0.000 claims description 2
• KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 claims description 2
• CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims description 2
• 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
• 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
• GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical group CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 2
• 125000004400 (C1-C12) alkyl group Chemical class 0.000 claims 2
• 229910019895 RuSi Inorganic materials 0.000 claims 2
• 210000003462 vein Anatomy 0.000 claims 2
• 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims 1
• 229910014585 C2-Ce Inorganic materials 0.000 claims 1
• 125000005037 alkyl phenyl group Chemical group 0.000 claims 1
• 229940125898 compound 5 Drugs 0.000 claims 1
• XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 claims 1
• 239000000975 dye Substances 0.000 description 60
• 238000009472 formulation Methods 0.000 description 27
• 150000001642 boronic acid derivatives Chemical class 0.000 description 22
• 239000007787 solid Substances 0.000 description 22
• 239000010410 layer Substances 0.000 description 21
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 21
• 238000002360 preparation method Methods 0.000 description 19
• UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical class B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 18
• 229920001577 copolymer Polymers 0.000 description 17
• 239000000370 acceptor Substances 0.000 description 16
• 238000004061 bleaching Methods 0.000 description 16
• 229910000085 borane Inorganic materials 0.000 description 16
• 238000001723 curing Methods 0.000 description 15
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 15
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
• 238000002844 melting Methods 0.000 description 14
• 230000008018 melting Effects 0.000 description 14
• 239000000243 solution Substances 0.000 description 14
• 239000000178 monomer Substances 0.000 description 13
• 229910052757 nitrogen Inorganic materials 0.000 description 13
• PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
• 150000001252 acrylic acid derivatives Chemical class 0.000 description 11
• 238000006243 chemical reaction Methods 0.000 description 11
• 229920005862 polyol Polymers 0.000 description 11
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
• 150000003839 salts Chemical class 0.000 description 10
• 230000000007 visual effect Effects 0.000 description 10
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
• 150000003077 polyols Chemical class 0.000 description 9
• 239000011541 reaction mixture Substances 0.000 description 9
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
• 238000001035 drying Methods 0.000 description 8
• 230000009257 reactivity Effects 0.000 description 8
• YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 description 7
• QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 7
• 150000001412 amines Chemical class 0.000 description 7
• 230000008901 benefit Effects 0.000 description 7
• 239000011230 binding agent Substances 0.000 description 7
• 239000000460 chlorine Substances 0.000 description 7
• 150000002148 esters Chemical class 0.000 description 7
• 238000001704 evaporation Methods 0.000 description 7
• 230000008020 evaporation Effects 0.000 description 7
• 229960000907 methylthioninium chloride Drugs 0.000 description 7
• 229920000728 polyester Polymers 0.000 description 7
• 239000000047 product Substances 0.000 description 7
• 229920005989 resin Polymers 0.000 description 7
• 239000011347 resin Substances 0.000 description 7
• 230000035945 sensitivity Effects 0.000 description 7
• 125000001424 substituent group Chemical group 0.000 description 7
• YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 7
• JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 6
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
• CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 6
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
• 238000005481 NMR spectroscopy Methods 0.000 description 6
• HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
• HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 6
• CSCPPACGZOOCGX-WFGJKAKNSA-N acetone d6 Chemical compound [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H] CSCPPACGZOOCGX-WFGJKAKNSA-N 0.000 description 6
• QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 6
• 239000012964 benzotriazole Substances 0.000 description 6
• 238000011161 development Methods 0.000 description 6
• 239000006185 dispersion Substances 0.000 description 6
• 239000011888 foil Substances 0.000 description 6
• 150000002734 metacrylic acid derivatives Chemical class 0.000 description 6
• CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 6
• 125000002524 organometallic group Chemical group 0.000 description 6
• 150000004714 phosphonium salts Chemical class 0.000 description 6
• 229920000647 polyepoxide Polymers 0.000 description 6
• 229920002635 polyurethane Polymers 0.000 description 6
• 239000004814 polyurethane Substances 0.000 description 6
• 229910052723 transition metal Inorganic materials 0.000 description 6
• CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
• MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 5
• 229910052782 aluminium Inorganic materials 0.000 description 5
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
• 125000004432 carbon atom Chemical group C* 0.000 description 5
• 150000001735 carboxylic acids Chemical class 0.000 description 5
• 239000003086 colorant Substances 0.000 description 5
• 239000007859 condensation product Substances 0.000 description 5
• 125000000332 coumarinyl group Chemical class O1C(=O)C(=CC2=CC=CC=C12)* 0.000 description 5
• 150000002009 diols Chemical class 0.000 description 5
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
• 238000011156 evaluation Methods 0.000 description 5
• 238000001914 filtration Methods 0.000 description 5
• 238000010438 heat treatment Methods 0.000 description 5
• 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
• 239000004922 lacquer Substances 0.000 description 5
• 229910052744 lithium Inorganic materials 0.000 description 5
• 238000002156 mixing Methods 0.000 description 5
• 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 5
• 239000003960 organic solvent Substances 0.000 description 5
• 238000000016 photochemical curing Methods 0.000 description 5
• 229920003023 plastic Polymers 0.000 description 5
• 239000004033 plastic Substances 0.000 description 5
• 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 5
• 239000011734 sodium Substances 0.000 description 5
• RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 5
• 239000000725 suspension Substances 0.000 description 5
• 125000005207 tetraalkylammonium group Chemical group 0.000 description 5
• 150000003918 triazines Chemical class 0.000 description 5
• 238000002604 ultrasonography Methods 0.000 description 5
• 239000002023 wood Substances 0.000 description 5
• 229910052724 xenon Inorganic materials 0.000 description 5
• FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 5
• 238000005160 1H NMR spectroscopy Methods 0.000 description 4
• VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 4
• NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
• FOXXZZGDIAQPQI-XKNYDFJKSA-N Asp-Pro-Ser-Ser Chemical compound OC(=O)C[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(O)=O FOXXZZGDIAQPQI-XKNYDFJKSA-N 0.000 description 4
• 101150041968 CDC13 gene Proteins 0.000 description 4
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
• FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 4
• FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 4
• QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
• WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 4
• 239000004952 Polyamide Substances 0.000 description 4
• OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
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